diff --git a/Sources/ContainerClient/Archiver.swift b/Sources/ContainerClient/Archiver.swift
index be57de3b7..46525ec86 100644
--- a/Sources/ContainerClient/Archiver.swift
+++ b/Sources/ContainerClient/Archiver.swift
@@ -60,10 +60,7 @@ public final class Archiver: Sendable {
             try fileManager.createDirectory(at: directory, withIntermediateDirectories: true)
 
             guard
-                let enumerator = FileManager.default.enumerator(
-                    at: source,
-                    includingPropertiesForKeys: [.isDirectoryKey, .isRegularFileKey, .isSymbolicLinkKey]
-                )
+                let enumerator = FileManager.default.enumerator(atPath: source.path)
             else {
                 throw Error.fileDoesNotExist(source)
             }
@@ -74,7 +71,8 @@ public final class Archiver: Sendable {
                     entryInfo.append(info)
                 }
             } else {
-                while let url = enumerator.nextObject() as? URL {
+                while let relPath = enumerator.nextObject() as? String {
+                    let url = source.appending(path: relPath).standardizedFileURL
                     guard let info = closure(url) else {
                         continue
                     }
diff --git a/Tests/CLITests/Subcommands/Build/CLIBuilderTest.swift b/Tests/CLITests/Subcommands/Build/CLIBuilderTest.swift
index 2e0ffc428..986e316af 100644
--- a/Tests/CLITests/Subcommands/Build/CLIBuilderTest.swift
+++ b/Tests/CLITests/Subcommands/Build/CLIBuilderTest.swift
@@ -94,6 +94,27 @@ extension TestCLIBuildBase {
             #expect(try self.inspectImage(newImageName) == newImageName, "expected to have successfully built \(newImageName)")
         }
 
+        @Test func testBuildAddFromSpecialDirs() throws {
+            let tempDir = URL(filePath: "/tmp/container/.clitests" + testUUID)
+            try! FileManager.default.createDirectory(at: tempDir, withIntermediateDirectories: true)
+
+            defer {
+                try! FileManager.default.removeItem(at: tempDir)
+            }
+
+            let dockerfile: String =
+                """
+                FROM scratch
+
+                ADD emptyFile /
+                """
+            let context: [FileSystemEntry] = [.file("emptyFile", content: .zeroFilled(size: 1))]
+            try createContext(tempDir: tempDir, dockerfile: dockerfile, context: context)
+            let imageName = "registry.local/scratch-add-special-dir:\(UUID().uuidString)"
+            try self.build(tag: imageName, tempDir: tempDir)
+            #expect(try self.inspectImage(imageName) == imageName, "expected to have successfully built \(imageName)")
+        }
+
         @Test func testBuildScratchAdd() throws {
             let tempDir: URL = try createTempDir()
             let dockerfile: String =